| Name | Character | Episodes |
|---|---|---|
| Common | Self | 3 |
| Bokeem Woodbine | 3 | |
| Louis Gossett Jr. | 3 | |
| Frankie Faison | Self | 3 |
| Dawnn Lewis | 3 | |
| Hill Harper | 3 | |
| Vanessa Bell Calloway | Self | 3 |
| Billy Dee Williams | 3 | |
| Mario Van Peebles | 3 | |
| MC Lyte | 3 | |
| Cree Summer | 3 | |
| Emmanuel Lewis | 3 | |
| Ja Rule | Self | 3 |
| Godfrey | Self | 3 |
| Questlove | Self | 3 |
| Robert Townsend | Self | 3 |
| Christopher Reid | 3 | |
| Tim Reid | 3 | |
| Chris Spencer | Self | 3 |
| Elise Neal | 3 | |
| Coby Bell | 3 | |
| Valarie Pettiford | 3 | |
| Tonya Pinkins | 3 | |
| Damon Dash | 3 | |
| Cornel West | Self | 3 |
| Deborah Cox | 3 | |
| Barry Sobel | 3 | |
| Michael Eric Dyson | Himself | 3 |
| Chuck D | 3 | |
| MC Hammer | Self | 3 |
| Sarah Jones | 3 |